HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Chloroacetic Acid → 2-chloromethyl-4-phenyl-1H-benzimidazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Chloroacetic Acid | HCID 300 | — |
| Edukt | 2-Amino-6-phenyl-nitrobenzene | HCID 10512797 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 2-chloromethyl-4-phenyl-1H-benzimidazole | HCID 22018618 | 92,7% |
Reaktionsschritte
A solution of 2-amino-6-phenyl-nitrobenzene (0.600 g, 2.80 mmol) in MeOH (28 mL) was hydrogenated (30 psi) over palladium, 10 wt. % on activated carbon (0.121 g). The resultant crude 3-phenyl-1,2-phenylenediamine was reacted with chloroacetic acid (0.537 g, 5.68 mmol) in refluxing 4 N Hl (6 mL) overnight. After normal workup, 0.63 g (92%) of 2-chloromethyl-4-phenyl-1H-benzimidazole was isolated as a brown solid, which was used without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07084155B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-ba58e1f0c66642b68d676298060dbc50 |
| Quellennotiz | uspto-grants-2006_08 |